So who did the Sox give up? Shane Drohan was their 5th round draft pick in 2020 and was claimed by the Chicago White Sox after the 2023 season when Shane went 10-7 between Portland and Worcester. After being sent back to Boston, he went 5-1 with a 2.27 ERA in 11 starts for Worcester in 2025. With the acquisition of Ranger Suarez, Sonny Gray and Johan Oviedo to bolster Boston's rotation already featuring Kutter Crawford, Brayan Bello and Garrett Crochet, this made Drohan expendable. Maybe he'll get to make his ML debut with Milwuakee.
Kyle Harrison was the pitching prospect the Sox got in the Rafael Devers trade. He was 4-2 with a 3.75 ERA for Worcester after the trade in June and had a 3 game cup of coffee with Boston at the end of the season. As mentioned earlier, with all the rotation depth in Boston and Payton Tolle and Connelly Early in Worcester, Harrison was deemed expendable. Like Priester and Drohan, maybe he'll find less of a numbers game in Milwaukee.
David Hamilton was originally in the Hunter Renfroe trade that sent Alex Binelas and Jackie Bradley Jr from Milwaukee to Boston. He was a speedster that stole 70 bases for the Portland Sea Dogs in 2022 and 57 for Worcester in 2023. He's been up and down between Boston and Worcester where he's stolen 55 bags the last two seasons. Problem is he hit just .198 in 2025. He's great when he gets on base, too bad he doesn't get on base often.
So who did they get? The centerpiece is the 25 year old Caleb Durbin who came in third place in National League rookie of the year voting hitting .256 with 11 home runs in 136 games. Definitely not Rafael Devers but he does have upside. At least this solidifies the position.
Andruw Monasterio is a utility guy that hit .270 with 4 home runs in 68 games. He's not Rob Refsnyder but he does get on base more than Hamilton did.
Anthony Siegler was originally a 1st round pick by the New York Yankees back in 2018. He was released by the Yankees after the 2024 season but looked competent for the Nashville Sounds in 2025, hitting .285 with 8 home runs. Unfortunately during his cup of coffee with Milwaukee, he hit just just .194 with no home runs in 35 games.
The bottom line is the Sox should be embarrassed to have given up so much talent to get worse than they were a year earlier. Instead of Rafael Devers and Alex Bregman, we got Caleb Durbin and Wilson Contreras. The pitching might be improved, but they have a black hole in the power department. Trevor Story might not be as good as he was last year and who knows what Roman Anthony can do in his sophomore campaign. Either way, this off-season was basically salary dumping and putting some semblance of a team together. Not exactly what the Los Angeles Dodgers are doing.






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